Chloroacetaldehyde → Methyl 3-imidazo[1,2-b]pyridazin-7-ylbenzoate

HRID 407076노트

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HRID 407076 반응식
[NH2:1][C:2]1[N:7]=[N:6][CH:5]=[C:4]([C:8]2[CH:9]=[C:10]([CH:15]=[CH:16][CH:17]=2)[C:11]([O:13][CH3:14])=[O:12])[CH:3]=1.Cl[CH2:19][CH:20]=O>O.C(O)(C)C>[N:1]1[CH:19]=[CH:20][N:7]2[C:2]=1[CH:3]=[C:4]([C:8]1[CH:9]=[C:10]([CH:15]=[CH:16][CH:17]=1)[C:11]([O:13][CH3:14])=[O:12])[CH:5]=[N:6]2

참가 물질

5

반응물 2

HCID 33ChloroacetaldehydeHCID 67980189Methyl 3-(6-aminopyridazin-4-yl)benzoate

생성물 1

HCID 67980108Methyl 3-imidazo[1,2-b]pyridazin-7-ylbenzoate

시약·촉매·용매 2

HCID 962Water용매HCID 3776Isopropanol용매

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온도
100 °C

실험 절차

A mixture of methyl 3-(6-aminopyridazin-4-yl)benzoate (0.20 g, 0.87 mmol) and chloroacetaldehyde in water (0.3 mL, 50%) in isopropyl alcohol (3.0 mL) was stirred at 100° C. for 4 h. The solvent was removed and the residue was dissolved in ethyl acetate, washed with saturated NaHCO3, water and brine, dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by flash chromatography on a silica gel column with ethyl acetate in methylene chloride (0-30%) to afford the desired product (0.18 g). LCMS (M+H)+: m/z=254.1

후처리

  1. customThe solvent was removed
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. washwashed with saturated NaHCO3, water and brine
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by flash chromatography on a silica gel column with ethyl acetate in methylene chloride (0-30%)

출처 및 근거

ORD 기록
ord-0232e37fabdc4918b0b3d55ffea65bb1
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08754114B2

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